Movies like Dylan & Gilles Went Up the Hill (2000)
The best movies like Dylan & Gilles Went Up the Hill (2000) are Chemical Hearts (2020), Roommates (2026) and The Clique (2008). If Dylan & Gilles Went Up the Hill hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Dylan & Gilles Went Up the Hill
Quick picks
- Highest ratedChemical Hearts (2020)7.3/10 from 1,177 votes
- NewestRoommates (2026)Released 2026
Chemical Hearts (2020)
When a hopelessly romantic high school senior falls for a mysterious new classmate, it sets them both on an unexpected journey that teaches them about love, loss, and most importantly themselves.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisRoommates (2026)
When shy college freshman Devon asks cool-girl Celeste to be her roommate, a blossoming friendship quickly spirals into a war of passive aggression.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Clique (2008)
A young girl tries to fit in with a clique of popular middle school girls after moving into the guest house of one of their homes.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Wild Life (1984)
Eighties teen romp involving Bill and his new apartment, Jim and his rebellious antics, Tom and his crazy self, and Anita with her older man David.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisScooby-Doo! The Mystery Begins (2009)
Unjustly accused of staging a spooky practical joke complete with ghosts, Daphne, Velma, Fred and Shaggy are suspended from Coolsville High. To clear their names, they team up to solve the supernatural mystery…and head straight into nonstop laughs and adventure.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisIt's a Boy Girl Thing (2006)
A visit to a natural history museum proves catastrophic for two high school rivals, an overachiever and a jock, when an ancient Aztec statue casts a spell that causes them to switch bodies and see exactly what it's like to walk in the other's shoes.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSt. Elmo's Fire (1985)
Reluctant to let go of college life, a close-knit team of seven friends--irresponsible saxophone player Billy, young Republican Alec, his girlfriend Leslie, struggling journalist Kevin, drama queen Jules, lovesick waiter Kirby, and Wendy, a social worker with a heart of gold--realise the party is over. And as the burdens of maturity close in on the young dreamers, the complexities of adulthood and the daily struggle of growing up put their sacred friendship to the test. But everyone knows life is not a bed of roses. It won't be easy, but when all is said and done, what will it take for St. Elmo's clique to find its place in the real world?
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Wanderers (1979)
The streets of the Bronx are owned by '60s youth gangs where the joy and pain of adolescence is lived. Philip Kaufman tells his take on the novel by Richard Price about the history of the Italian-American gang ‘The Wanderers.’
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisNeighbors 2: Sorority Rising (2016)
A sorority moves in next door to the home of Mac and Kelly Radner who have a young child. The Radner's enlist their former nemeses from the fraternity to help battle the raucous sisters.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisDirty Girl (2010)
Accompanied by her closeted gay buddy, a promiscuous teenager sets out to find her long-absent father.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisWinter Spring Summer or Fall (2024)
Remi and Barnes, two very different teenagers, meet by chance in the winter of their senior year, then spend four days together over the course of a year that will change their lives forever.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisTootsie (1982)
When struggling, out of work actor Michael Dorsey secretly adopts a female alter ego—Dorothy Michaels—in order to land a part in a daytime drama, he unwittingly becomes a feminist icon and ends up in a romantic pickle.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisJohn Tucker Must Die (2006)
After discovering they are all dating the same same guy, three popular students from different cliques band together for revenge, so they enlist the help of a new gal in town and conspire to break the jerk's heart, while destroying his reputation.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisCarnal Knowledge (1971)
Two lifelong friends navigate complex sexual encounters and emotional entanglements, wrestling with societal norms and personal desires.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisShe's All That (1999)
High school hotshot Zach Siler is the envy of his peers. But his popularity declines sharply when his cheerleader girlfriend, Taylor, leaves him for sleazy reality-television star Brock Hudson. Desperate to revive his fading reputation, Siler agrees to a seemingly impossible challenge. He has six weeks to gain the trust of nerdy outcast Laney Boggs -- and help her to become the school's next prom queen.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisuwantme2killhim? (2013)
Based on the Vanity Fair article of the same title, a story about a young boy drawn into a web of lies through an online chatroom.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisTake Me Home Tonight (2011)
Recent MIT grad Matt Franklin should be well on his way to a successful career at a Fortune 500 company, but instead he rebels against maturity by taking a job at a video store. Matt rethinks his position when his unrequited high-school crush, Tori, walks in and invites him to an end-of-summer party. With the help of his twin sister and his best friend, Matt hatches a plan to change the course of his life.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisNow and Then (1995)
Waxing nostalgic about the bittersweet passage from childhood to puberty, four childhood girlfriends — Teeny, Chrissy, Samantha and Roberta — recall the magical summer of 1970. During their walk down memory lane, they reconcile experiences with boys, secrets, bullies and more.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLust for a Vampire (1971)
In 1830, the Karnstein heirs use the blood of an innocent to bring forth the evil that is the beautiful Mircalla - or as she was in 1710, Carmilla. The nearby Finishing School offers rich pickings not only in in the blood of nubile young ladies but also with the headmaster who is desperate to become Mircalla's disciple, and the equally besotted and even more foolish author Richard Lestrange.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Cheap Detective (1978)
A spoof of the entire 1940s detective genre. San Francisco private detective, Lou Pekinpaugh is accused of murdering his partner at the instigation of his mistress—his partner's wife.
Why it matches: Recommended by TMDB viewers
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Frequently asked questions
What are the best movies like Dylan & Gilles Went Up the Hill?
The closest matches to Dylan & Gilles Went Up the Hill are Chemical Hearts (2020), Roommates (2026) and The Clique (2008). Below are 17 more, each with the reason it matches.
What should I watch after Dylan & Gilles Went Up the Hill?
Start with Chemical Hearts (2020), the closest match to Dylan & Gilles Went Up the Hill.
What is the highest-rated movie like Dylan & Gilles Went Up the Hill?
Chemical Hearts (2020), rated 7.3/10 by 1,177 TMDB users.
What is the newest movie like Dylan & Gilles Went Up the Hill?
Roommates (2026) is the most recent release on this list.
Are there English movies like Dylan & Gilles Went Up the Hill?
Yes: Chemical Hearts (2020), Roommates (2026) and The Clique (2008).
How are movies similar to Dylan & Gilles Went Up the Hill chosen?
First come films that Trakt’s viewers watch alongside Dylan & Gilles Went Up the Hill, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.